PREPARATION AND CHARACTERIZATION OF A NUMBER OF OXAZEPANE AND THIAZINANE DERIVATIVES DERIVED FROM SCHIFF BASES AND STUDY OF SOME OF THEIR APPLICATIONS

Abstract: This research combines the synthesis of several hexagonal and heptacyclic compounds derived from Schiff bases. The Schiff bases were prepared by incorporating [d][1,3]dioxol-5-carbaldehyde with aniline substituents used as nucleophiles. Several heptacyclic oxazapanes were prepared by incorporating Schiff bases with succinic anhydride, and several hexagonal thiazenanes were prepared by incorporating Schiff bases with 2-mercaptopropanoic acid. Physical and spectroscopic techniques, including infrared, ultraviolet-visible, and nuclear magnetic resonance (NMR) spectroscopy, were used to ascertain the compounds’ structures. Thin-layer chromatography (TLC) was used to monitor the reaction’s progress and ascertain the melting points and purities. Using ultrasonication, chemicals (H9, H13) were transformed into nanocomposites. Scanning electron microscopy (SEM) and X-ray diffraction (XRD) were used for characterization. The effects of several substances on the growth of two distinct bacterial species—one Gram-positive (Staphylococcus aureus) and the other Gram-negative (Escherichia coli)—were investigated. Some of the compounds that were synthesized demonstrated substantial inhibitory activity against the bacteria that were being studied, while the antibiotic amoxicillin served as a control. In addition, the prepared compounds (H9, H13) were evaluated for their ability to inhibit the proliferation of human breast cancer cells (MCF-7) in vitro. The cells were exposed to five different concentrations of the prepared chemicals (31.2, 62.5, 125, 250, and 500 µg/ml), and negative and positive controls. The efficacy of the compounds against breast cancer cells varied. The stability of the compounds against a helium-neon laser was studied when exposed to the laser for 15, 30, 45, and 60 seconds.